Category: 118430-73-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., SDS of cas: 118430-73-2

5-Amino-3-tert-butyl-1-methylpyrazole (1.32 g) was added to a stirred solution of phenyl {3- [ (2-chloropyrimidin-5-yl) ethynyl] phenyl} carbamate (Intermediate 35) (2.0 g) in THF (120 mL) and triethylamine (1.2 mL) and the reaction mixture was heated at 65C for 8 hours. The solvent was evaporated and the residue was triturated with ether/DCM to give the title compound as an off-white solid (1.5 g, 64%); MS m/e MHF 409.

The synthetic route of 118430-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 118430-73-2 as follows. Formula: C8H15N3

Example I; Synthesis Example I (Preparation of Exemplified compound (1)); [Show Image] A mixture of 41.4 g of 4-nitroaniline (0.3 mol), 84 ml of conc. hydrochloric acid, 60 ml of acetic acid and 84 ml of propionic acid was stirred at an inner temperature ranging from 0 C to 5C. To the mixture was dropped 20.7 g (0.3 mol) of sodium nitrite per 45 ml of water at an inner temperature of 5 C or less. Thereafter, stirring was continued for 30 minutes at an inner temperature ranging from 0 C to 5 C. The resultant diazonium salt solution was dropped to 600 ml of acetonitrile solution containing 46.0 g (0.3 mol) of 5-tert-butyl-2-methyl-2H-pyrazole-3-ylamine at an inner temperature of 10 C or less. After the dropwise addition of the diazonium salt solution, the resultant reaction solution was kept stirring for 2 hours, followed by injection of 1000 ml of water. Then, the precipitated azo dye was separated by a filtration. Recrystallization of the produced crystals was performed with 1650 ml of methanol, to obtain Exemplified compound (1). Yield: 72 g (80%), Melting point: 199 C to 201 C. lambdamax (ethyl acetate solution) of Exemplified compound (1) was 444 nm.

According to the analysis of related databases, 118430-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; EP1903078; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 118430-73-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 70 Synthesis of N-(3-tert-Butyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-methyl-9H-pyrimido[4,5-b]indol-4-amine (Cpd. No. 120) Pd2(dba)3 (27 mg, 0.03 mmol) and BINAP (37 mg, 0.06 mmol) were mixed in anhydrous toluene (5 mL). The mixture was heated at reflux for 3-4 minutes. This clear, orange-red color solution was transferred into a round-bottom flask containing S13 (102 mg, 0.3 mmol), 3-tert-butyl-1-methyl-1H-pyrazol-5-amine (100 mg, 0.6 mmol), K3PO4 (212 mg, 1.0 mmol), and anhydrous toluene (4 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered through a pad of Celite and the organic layer was collected, concentrated, and purified by HPLC to yield Cpd. No. 120 as a CF3CO2H salt in 49 mg. 1H NMR (300 MHz, MeOD-d4): 7.45 (s, 1H), 6.26 (s, 1H), 3.88 (s, 3H), 3.82 (s, 3H), 2.71 (s, 3H), 2.31 (s, 3H), 2.14 (s, 3H), 1.32 (s, 9H). ESI-MS calculated for C25H30N7O2 [M+H]+=460.25, Observed: 460.33.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 118430-73-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 118430-73-2 as follows.

To a suspension of 3 -tert-butyl-1 -methyl- lH-pyrazol-5 -amine(0.75g, 9.8mmol) and potassium carbonate (1.76 g, 12.7 mmol) in THF (20mL) at 0 C was added dropwise phenyl chloroformate (0.7 mL, 10.8 mmol). The mixture was stirred at rt for 16 h. The mixture was then filtered through celite and solvent was removed under reduced pressure. The crude residue was purified by silica gel flash chromatography, eluting with 0 % to 100% EtOAc in hexanes, to afford phenyl 3-tert- butyl-1 -methyl- lH-pyrazol-5-ylcarbamate (1.05 g, 39% yield). LCMS (ESI) m/z 348 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 10.11 (br s, 1H), 7.45-7.40 (m, 2H), 7.29- 7.21 (m, 3H), 6.04 (s, 1H), 3.58 (s, 3H), 1.20 (s, 9H).

According to the analysis of related databases, 118430-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; WO2011/150198; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H15N3

Compound 3B-1 (1.00 g, 4.49 mmol, 1.0 eq), 5-tert-butyl-2-methyl-pyrazol-3-amine (1.38 g, 8.98 mmol, 2.0 eq), Pd2(dba)3 (82.3 mg, 89.8 umol, 0.02 eq), DavePhos (70.7 mg, 180 umol, 0.04 eq) and LiHMDS (1 M, 9.10 mL, 2.0 eq) were taken up into a microwave tube in dioxane (10 mL). The sealed tube was heated at 150 C for 30 min under microwave. TLC (petroleum ether: ethyl acetate = 1:1, Rf = 0.71), LCMS (ET15300-11-P1A, product RT = 0.972), LCMS (ET15300-11-P1B, product RT = 0.973) showed the starting material was consumed completely. The two reaction mixture were combined and concentrated in reduced pressure at 40 C. The residue was purified by silica gel chromatography (100-200 mesh silica gel), eluted with petroleum ether: ethyl acetate (80: 1~ 0: 1) to afford compound 3C-2 (1.00 g, 2.95 mmol, 32.8 %yield) as yellow solid. NMR: ET15300-11-P1A 400 MHz CDC1 delta 8.16 (d, J = 6.0 Hz, 1H), 7.90 (d, J = 8.4 Hz, 1H), 7.45 (d, J = 8.8 Hz, 1H), 7.01 (d, J = 6.0 Hz, 1H), 6.08 (s, 1H), 3.72 (s, 3H), 2.55 (s, 3H), 1.34 (s, 9H).

According to the analysis of related databases, 118430-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LUTRIS PHARMA LTD.; SHELACH, Noa; (76 pag.)WO2019/26065; (2019); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 118430-73-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 118430-73-2 as follows.

Step E: 1-(2-Aminobenzyl)-3-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-urea (5s): 5-tert-Butyl-2-methyl-2H-pyrazol-3-ylamine (10s) (4.8 g, 31 mmol) and carbonyl diimidazole (4.6 g, 32 mmol) were partially dissolved in DCE (100 mL) and heated at 70 C. for 2 hours. The reaction was cooled and 2-aminomethyl-phenylamine (9s) (4.2 g, 34 mmol) was added and the reaction was stirred 14 hours. The reaction was concentrated to remove the solvent and then partitioned between EtOAc and 0.5N HCl (60 mL). The organic phase was washed with NH4Cl and water and dried (MgSO4). The solution was concentrated and recrystallized from EtOAc (200 mL) to provide the desired product (5s) (4.6 g, 49% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.31 (s, 1H), 6.98 (d, J=1.6 Hz, 1H), 6.96 (dt, J=7.8, 1.6 Hz, 1H), 6.63 (t, J=6.3 Hz, 1H), 6.59 (d, J=7.0 Hz, 1H), 6.48 (t, J=6.3 Hz, 1H), 5.93 (s, 1H), 5.07 (s, 2H), 4.12 (d, J=6.3 Hz, 2H), 3.51 (s, 3H), 1.16 (s, 9H).

According to the analysis of related databases, 118430-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Munson, Mark; Mareska, David A.; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; Harvey, Darren; US2004/192653; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., name: 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine

5-Amino-3-tert-butyl-1-methylpyrazole (1.32 g) was added to a stirred solution of phenyl {3- [ (2-chloropyrimidin-5-yl) ethynyl] phenyl} carbamate (Intermediate 35) (2.0 g) in THF (120 mL) and triethylamine (1.2 mL) and the reaction mixture was heated at 65C for 8 hours. The solvent was evaporated and the residue was triturated with ether/DCM to give the title compound as an off-white solid (1.5 g, 64%); MS m/e MHF 409.

The synthetic route of 118430-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 118430-73-2

Pyrazole 5 (673 mg, 4.4 mMol), diisopropylethylamine (684 mg, 5.3 mMol, 1.2 eq.), and DCM (9 mL) were cooled to -10 C. and phenyl chloroformate (750 mg, 4.8 mMol, 1.1 eq.) was added in a single portion. The solution was allowed to warm to 0 C. and stir for 30 min. The solution was partitioned between ether and aqueous sodium bicarbonate and the ether layer was washed with brine. The organic fraction was dried over anhydrous sodium sulfate and the solvent removed in vacuo and the residue purified using silica gel chromatography eluting with ethyl acetate (5%-50%)/hexane. Solvent removal afforded the product (6) as brittle foam (1.0 g, 3.9 mMol, 90% yield), which provided a single peak by LC-MS analysis (M+H=274.1). 1H NMR (400 MHz, CDCl3) delta: 7.4 (dd, J=8.0, 7.6 Hz, 2H), 7.25 (tt, J=7.6 Hz, 1H), 7.18 (d, J=8.0 Hz, 2H), 6.95 (brs, 1H), 6.15 (s, 1H), 3.79 (s, 3H), 1.29 (s, 9H).

The synthetic route of 118430-73-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Holtzman, Michael; Romero, Arthur; Alevy, Yael; Patel, Anand; Brett, Thomas; Patel, Dhara; US2015/183777; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 118430-73-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3-tert-butyl-l -methyl- lNo.-pyrazol-5-amine (792 mg), phenyl 3-ethynylphenylcarbamate (Intermediate 13) (1.19 g) and triethylamine (1.4 mL) in THF (30 5 mL) was heated to 60C for 24 hours. Additional triethylamine (0.5 mL) and 3-tert-bu.tyl-l-methyl-lNo.-pyrazol-5-amine (200 mg) were added and the mixture heated for a further 4 hours and concentrated in vacua. The residue was partitioned between DCM and 50% saturated aqueous Na2COs solution. The aquous phase was extracted with DCM and the combined organics washed with 50% saturated aqueous Na2CO3 solution, water and brine and10 concentrated in vacua. Purification by flash chromatography on silica using 0-5% MeOH in DCM as eluent, followed by 20-50% EtOAc in DCM gave the title compound as a white solid (725 mg, 49%)..H NMR (CDC13) 1.30 (s, 9H), 3.08 (s, 1H), 3.75 (s, 3H), 6.11 (s, ), 6.63 (s, 1H), 6.84 (s,1H), 7.19-7.30 (m, 2H), 7.40 (dt, 1H), 7.46 (s, );15 MSm/eMH+297

The synthetic route of 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60969; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 118430-73-2, name is 3-(tert-Butyl)-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H15N3

[140] To a 100 mL oven dried flask, was added 5-AMINO-3-TETT-BUTYL-1-METHYLPYRAZOLE (2.00 G, 13.1 MMOL), methyl 2-bromo-5-methoxybenzoate (2.67 g, 10.9 MMOL), cesium carbonate (4.96 g, 15.2 mmol), Pd2 (dba) 3 (337 mg, 0.33 MMOL), BINAP (338 mg, 0.54 MMOL), and toluene (35 mL). The reaction mixture was degassed, placed under an N2 atmosphere, and then stirred at 110C for 16 h. The reaction mixture was cooled to rt, and ethyl acetate (30 mL) was added. The mixture was filtered, the filter cake washed with EtOAc (10 mL), and the filtrate concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (eluent : 10 to 30% EtOAc in hexane) to give the title compound as a light yellow oil (1.34 g, 38%).’H NMR (400 MHz, CDCIG) 8 1. 28 (s, 9H), 3.63 (s, 3H), 3.78 (s, 3H), 3.94 (s, 3H), 5.97 (s, 1H), 6.82 (d, 1H), 7.10 (dd, 1 H), 7.47 (d, 1 H).

The synthetic route of 118430-73-2 has been constantly updated, and we look forward to future research findings.